(2S,4R)-2-methyl-4-(2-((R)-4-methyl-3-((2S,3R)-3-methyl-2-((S)-1-methylpyrrolidine-2-carboxamido)pentanamido)pentanoyl)thiazole-4-carboxamido)-5-phenylpentanoic acid hydrochloride

ID: ALA2021533

PubChem CID: 24822243

Max Phase: Preclinical

Molecular Formula: C34H50ClN5O6S

Molecular Weight: 655.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H]1CCCN1C)C(=O)N[C@H](CC(=O)c1nc(C(=O)N[C@@H](Cc2ccccc2)C[C@H](C)C(=O)O)cs1)C(C)C.Cl

Standard InChI:  InChI=1S/C34H49N5O6S.ClH/c1-7-21(4)29(38-31(42)27-14-11-15-39(27)6)32(43)36-25(20(2)3)18-28(40)33-37-26(19-46-33)30(41)35-24(16-22(5)34(44)45)17-23-12-9-8-10-13-23;/h8-10,12-13,19-22,24-25,27,29H,7,11,14-18H2,1-6H3,(H,35,41)(H,36,43)(H,38,42)(H,44,45);1H/t21-,22-,24+,25+,27-,29-;/m0./s1

Standard InChI Key:  VXVCNGLFCLLRFQ-ZHILMAPSSA-N

Molfile:  

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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 655.86

Molecular Weight (Monoisotopic): 655.3404

AlogP: 3.93

#Rotatable Bonds: 17

Polar Surface Area: 157.80

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.14

CX Basic pKa: 6.51

CX LogP: 1.95

CX LogD: 1.25

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: -0.14

References

1. Raghavan B, Balasubramanian R, Steele JC, Sackett DL, Fecik RA..  (2008)  Cytotoxic simplified tubulysin analogues.,  51  (6): [PMID:18314944] [10.1021/jm701321p]

Source

Source(1):

• Scientific Literature